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Maryland 55+ active adult communities & homes for sale - Page 23

Living in Maryland

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social…
Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social Security, strong healthcare access with Johns Hopkins and the University of Maryland Medical System, and four seasons with mild winters compared to the Northeast make it a top-tier retirement state on the East Coast.

Maryland is home to 244 active adult communities, with homes ranging from the low $200Ks to over $1M and averaging around $512K. Leisure World of Maryland in Silver Spring (5,600 homes) is one of the largest 55+ communities on the East Coast. Heritage Harbour near Annapolis (1,683 homes) and Cameron Grove in Upper Marlboro offer closer access to the Chesapeake Bay lifestyle. On the Eastern Shore, Four Seasons at Kent Island combines waterfront living with a quieter pace. 55places has profiled every community with verified pricing, resident reviews, and local agent connections.

Quick Facts About Retiring in Maryland


1,081 homes near Maryland

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2.3 rating (3 reviews) Leisure World® of Marylan...
<$100k - $800ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes
5 rating (1 reviews) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
5 rating (2 reviews) Central Parke at Victoria...
$300ks - $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
3.7 rating (3 reviews) Heritage Harbour
$300ks - $800ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes
5 rating (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Kent Isla...
$400ks - $700ks
Four Seasons at Kent Isla..., Kent Island, MD
New Construction | 55+ age-restricted | Built 2018 - present | 1,079 homes
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
5 rating (2 reviews) The Parke at Ocean Pines
$200ks - $600ks
The Parke at Ocean Pines, Ocean Pines, MD
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 503 homes
5 rating (1 reviews) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
5 rating (1 reviews) Crestwood Village
$200ks - $500ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
5 rating (2 reviews) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$200ks - $500ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes
The Flats at Heathcote Vi...
$300ks - $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction | 55+ age-restricted | Built 2026 - present | 500 homes
5 rating (2 reviews) Heritage Shores
$200ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
2 rating (1 reviews) Birchwood at Brambleton
$400ks - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
4.4 rating (5 reviews) Virginia Heritage at Lee'...
$300ks - $500ks
Virginia Heritage at Lee'..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2005 - 2021 | 795 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
2.8 rating (4 reviews) The Villages at Red Mill ...
$400ks - $600ks
The Villages at Red Mill ..., Lewes, DE
New and Resale | Age-targeted | Built 2009 - present | 520 homes
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
Carriages at Orchard Glen
$400ks - $500ks
Carriages at Orchard Glen, Elk Township, NJ
New Construction | 55+ age-restricted | Built 2026 - present | 250 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
5 rating (1 reviews) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
5 rating (1 reviews) Four Seasons at Historic ...
$400ks - $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Leisure World® of Maryland 14809 PENNFIELD CIR 314, SILVER SPRING, ..., Silver Spring, MD 20906
$210,000

1 beds

|

2 baths

|

946 sq ft

|

Condo

14809 PENNFIELD CIR 314, SILVER SPRING, ...
Symphony Village 107 OVERTURE WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$539,000

3 beds

|

3 baths

|

3,630 sq ft

107 OVERTURE WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
Suffield Meadows 6708 STREAM VIEW LN, WARRENTON, VA, 2018..., Warrenton, VA 20187
$600,000

3 beds

|

3 baths

|

3,701 sq ft

|

Condo

6708 STREAM VIEW LN, WARRENTON, VA, 2018...
Community: Suffield Meadows
Birchwood at Brambleton 23640 BOLTON CRESCENT TER 403, ASHBURN, ..., Ashburn, VA 20148
$724,900

3 beds

|

2 baths

|

1,908 sq ft

|

Condo

23640 BOLTON CRESCENT TER 403, ASHBURN, ...
The Cascades 672 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$490,000

2 beds

|

2 baths

|

1,900 sq ft

672 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Verona Woods 401 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901
$380,900

3 beds

|

2 baths

|

1,356 sq ft

401 ALEZACH DR, DOVER, DE, 19901
Community: Verona Woods
Cameron Grove 13220 FOX BOW DR 104, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$279,990

1 beds

|

1 baths

|

1,015 sq ft

|

Condo

13220 FOX BOW DR 104, UPPER MARLBORO, MD...
Community: Cameron Grove
Emerald Hills 1818 SELVIN DR 301, BEL AIR, MD, 21015, Bel Air, MD 21015
$279,900

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

1818 SELVIN DR 301, BEL AIR, MD, 21015
Community: Emerald Hills
Holiday City at Monroe 720 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$315,000

2 beds

|

2 baths

|

1,318 sq ft

720 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080...
Heritage Shores 60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$310,000

2 beds

|

2 baths

|

1,735 sq ft

60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Leisure World® of Maryland 15101 INTERLACHEN DR 1-124, SILVER SPRIN..., Silver Spring, MD 20906
$199,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-124, SILVER SPRIN...
Four Seasons at Ashburn Village 21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2..., Ashburn, VA 20147
$500,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2...
Rosehill Manor Villas 19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$374,900

3 beds

|

2 baths

|

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 519, LEESBURG, V..., Leesburg, VA 20176
$319,990

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19385 CYPRESS RIDGE TER 519, LEESBURG, V...
Traditions at Inniscrone 645 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$525,000

3 beds

|

4 baths

|

2,781 sq ft

645 MARTIN DR, AVONDALE, PA, 19311
Noble's Pond 631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$479,900

2 beds

|

2 baths

631 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Village of Eastridge 54 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$405,000

2 beds

|

2 baths

|

2,218 sq ft

54 OSCAR MILL LN, SMYRNA, DE, 19977
Holiday City at Monroe 536 DORAL DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$325,000

2 beds

|

2 baths

|

1,369 sq ft

536 DORAL DR, WILLIAMSTOWN, NJ, 08094
Heritage Hunt 6877 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$639,000

3 beds

|

2 baths

|

1,809 sq ft

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
The Village of Cinderberry 2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$334,900

2 beds

|

2 baths

|

1,628 sq ft

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Cindy Certified
2319 FIELD POINT RD 102, HERNDON, VA, 20..., Herndon, VA 20171
$525,000

2 beds

|

2 baths

|

1,451 sq ft

|

Condo

2319 FIELD POINT RD 102, HERNDON, VA, 20...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-902, SILVER SPRIN..., Silver Spring, MD 20906
$129,900

1 beds

|

1 baths

|

850 sq ft

|

Condo

15115 INTERLACHEN DR 3-902, SILVER SPRIN...
Windstone 34670 VILLA CIR 2206, LEWES, DE, 19958, Lewes, DE 19958
$349,900

2 beds

|

2 baths

|

986 sq ft

|

Condo

34670 VILLA CIR 2206, LEWES, DE, 19958
Community: Windstone
Keswick Villas 8810 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$400,347

4 beds

|

4 baths

|

2,057 sq ft

8810 SELBY CT, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Cindy Certified
930 ROSE AVE 2001, ROCKVILLE, MD, 20852, Rockville, MD 20852
$1,490,000

3 beds

|

3 baths

|

2,236 sq ft

|

Condo

930 ROSE AVE 2001, ROCKVILLE, MD, 20852
The Villas at The Preserve at Robinson Farms 1003 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$527,990

3 beds

|

2 baths

|

1,913 sq ft

|

Condo

1003 ROBINSON RD, TOWNSEND, DE, 19734
Symphony Village 149 SONATA WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$419,000

3 beds

|

2 baths

|

2,248 sq ft

149 SONATA WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Holiday City at Monroe 756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$314,900

2 beds

|

2 baths

|

1,576 sq ft

756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
Four Seasons at Hatteras Hills 1005 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$499,999

4 beds

|

4 baths

|

2,800 sq ft

1005 BUXTON CIR, MAGNOLIA, DE, 19962
Virginia Heritage at Lee's Parke 5814 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$599,000

3 beds

|

3 baths

|

3,018 sq ft

5814 NEW BERNE RD, FREDERICKSBURG, VA, 2...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Gatherings at Ellicott Mills 8511 COLTRANE CT 204, ELLICOTT CITY, MD,..., Ellicott City, MD 21043
$439,990

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8511 COLTRANE CT 204, ELLICOTT CITY, MD,...
Keswick Villas 8804 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$393,421

4 beds

|

4 baths

|

2,057 sq ft

8804 SELBY CT, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Legacy at Gateway 633 WALLINGFORD RD 201, BEL AIR, MD, 210..., Bel Air, MD 21014
$295,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

633 WALLINGFORD RD 201, BEL AIR, MD, 210...
Community: Legacy at Gateway
The Village at Freedom Hills 13928 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$370,000

2 beds

|

2 baths

|

1,663 sq ft

13928 PATRIOT WAY, HAGERSTOWN, MD, 21740
Symphony Village 126 ENCORE CT, CENTREVILLE, MD, 21617, Centreville, MD 21617
$549,900

3 beds

|

2 baths

|

2,404 sq ft

126 ENCORE CT, CENTREVILLE, MD, 21617
Community: Symphony Village
Cindy Certified
LOT 4 GRAY MEADOW CT, WARRENTON, VA, 201..., Warrenton, VA 20187
$980,000

4 beds

|

3 baths

|

2,270 sq ft

LOT 4 GRAY MEADOW CT, WARRENTON, VA, 201...
Spring Arbor 3 ESPALIER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$494,500

3 beds

|

2 baths

|

2,025 sq ft

3 ESPALIER LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Cindy Certified
LOT 5 GRAY MEADOW CT, WARRENTON, VA, 201..., Warrenton, VA 20187
$799,850

3 beds

|

2 baths

|

1,768 sq ft

LOT 5 GRAY MEADOW CT, WARRENTON, VA, 201...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 908, SILVER SP..., Silver Spring, MD 20906
$260,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 908, SILVER SP...
Gatherings at Wellington 9204 CHARLESTON DR 207, MANASSAS, VA, 20..., Manassas, VA 20110
$399,900

2 beds

|

2 baths

|

2,006 sq ft

|

Condo

9204 CHARLESTON DR 207, MANASSAS, VA, 20...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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